Organic light-emitting diode

Abstract

An organic light-emitting diode (OLED) includes a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode. The organic layer includes a compound represented by one of Formula 1 or Formula 2, and a metallic complex.

What is claimed is: 
     
       1. An organic light-emitting diode (OLED) comprising:
 a first electrode; 
 a second electrode; and 
 an organic layer between the first electrode and the second electrode, wherein the organic layer includes a metallic complex and a compound represented by Formula 1 or 2: 
 
       
         
           
           
               
               
           
         
         wherein, in Formula 1 and 2, 
         R 1  to R 9  are each independently a bonding site to a benzoquinone moiety, a hydrogen atom, a deuterium atom, a substituted or unsubstituted C 1 -C 50  alkyl group, a substituted or unsubstituted C 3 -C 50  cycloalkyl group, a substituted or unsubstituted C 1 -C 50  alkoxy group, a substituted or unsubstituted C 5 -C 50  aryloxy group, a substituted or unsubstituted C 5 -C 50  arylthio group, a substituted or unsubstituted C 5 -C 60  aryl group, an amino group substituted with a C 5 -C 50  aryl group, a substituted or unsubstituted C 3 -C 60  heteroaryl group, a substituted or unsubstituted C 6 -C 60  condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group, wherein adjacent R groups selected from R 1  to R 9  optionally combine to form a ring, and 
         at least one of R 2  or R 7  is selected from moieties represented by Formulas 2a to 2c: 
       
       
         
           
           
               
               
           
         
         wherein, in Formulas 2a to 2c,
 Z 1  and Z 2  are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C 1 -C 20  alkyl group, a substituted or unsubstituted C 5 -C 20  aryl group, a substituted or unsubstituted C 3 -C 20  heteroaryl group, a substituted or unsubstituted C 6 -C 20  condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group; 
 p is an integer from 1 to 9; and 
 * is a binding site; 
 
         wherein, in Formula 2, 
         - in -L represents a bonding site for connection to a benzoquinone moiety at a position corresponding to one of R 1  to R 9 ; 
         L represents a single bond, a substituted or unsubstituted C 6 -C 60  arylene group or a substituted or unsubstituted C 3 -C 60  heteroarylene group; and 
         n is an integer of 2 to 4. 
       
     
     
       2. The OLED of  claim 1 , wherein the metallic complex comprises a metal selected from the group consisting of Ir, Pt, Os, or Pd. 
     
     
       3. The OLED of  claim 1 , wherein at least two adjacent R groups selected from R 1  to R 9  combine to form a ring. 
     
     
       4. The OLED of  claim 1 , wherein n is an integer of 2 or 3. 
     
     
       5. The OLED of  claim 1 , wherein R 2  and R 7  are independently selected from moieties represented by Formulas 2a to 2c: 
       
         
           
           
               
               
           
         
       
       wherein, in Formulas 2a to 2c,
 Z 1  and Z 2  are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C 1 -C 20  alkyl group, a substituted or unsubstituted C 5 -C 20  aryl group, a substituted or unsubstituted C 3 -C 20  heteroaryl group, a substituted or unsubstituted C 6 -C 20  condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group; 
 p is an integer from 1 to 9; and 
 * is a binding site. 
 
     
     
       6. The OLED of  claim 1 , wherein R 4  and R 5  are each independently a moiety represented by one of Formulas 3a to 3d: 
       
         
           
           
               
               
           
         
         wherein, in Formulas 3a to 3d, 
         Z 1  and Z 2  are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted C 1 -C 20  alkyl group, a substituted or unsubstituted C 5 -C 20  aryl group, a substituted or unsubstituted C 3 -C 20  heteroaryl group, a substituted or unsubstituted C 6 -C 20  condensed polycyclic group, a halogen group, a cyano group, a nitro group, a hydroxyl group, or a carboxyl group; 
         Y 1  to Y 3  are each independently CH or N; 
         p is an integer from 1 to 8; and 
         * is a binding site. 
       
     
     
       7. The OLED of  claim 1 , wherein R 1 , R 3 , R 6 , R 8 , and R 9  are each independently a hydrogen atom or a deuterium atom. 
     
     
       8. The OLED of  claim 1 , wherein L is a moiety represented by one of Formulas 4a and 4b: 
       
         
           
           
               
               
           
         
       
       wherein m is an integer from 1 to 3; and
 * is a binding site. 
 
     
     
       9. The OLED of  claim 1 , wherein the compound of Formula 1 or 2 is one of Compounds 1 through 58: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       10. The OLED of  claim 1 , wherein the metallic complex is one of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       11. The OLED of  claim 1 , wherein the organic layer is an emission layer. 
     
     
       12. The OLED of  claim 1 , wherein the compound of Formula 1 or 2 is a host. 
     
     
       13. The OLED of  claim 1 , wherein the metallic complex is a dopant. 
     
     
       14. The OLED of  claim 1 , further comprising an emission layer, a hole injection layer, a hole transport layer, or a functional layer having both hole injection and hole transport capabilities,
 wherein any one of a red layer, a green layer, a blue layer, and a white layer of the emission layer comprises a phosphorescent compound. 
 
     
     
       15. The OLED of  claim 14 , wherein the hole injection layer, the hole transport layer, or the functional layer having both hole injection and hole transport capabilities comprises a charge-generating material. 
     
     
       16. The OLED of  claim 15 , wherein the charge-generating material is a p-dopant. 
     
     
       17. The OLED of  claim 16 , wherein the p-dopant is a quinone derivative, a metallic oxide, or a cyano group-containing compound. 
     
     
       18. The OLED of  claim 1 , wherein the organic layer comprises an electron transport layer, and the electron transport layer comprises an electron transport organic compound and the metallic complex. 
     
     
       19. The OLED of  claim 18 , wherein the metallic complex is a lithium quinolate (LiQ) compound or Compound 203: 
       
         
           
           
               
               
           
         
       
     
     
       20. A flat panel display device comprising the OLED of  claim 1 ,
 wherein the first electrode of the OLED is electrically connected to a source electrode or a drain electrode of a thin film transistor (TFT).